Mister Wristwatch | FBI

Truck driver, entrepreneur, womanizer - spy.

Sophia Di Martino joins journalist Sean O'Driscoll to tell the story of one of the most unusual and effective moles in modern American history.

When David Rupert met a woman in an Irish bar in Florida, the meeting sparked an unlikely chain of events that would lead him to infiltrate a deadly Irish Republican terrorist group on behalf of the FBI, MI5 and the Irish state - and put several key players behind bars. But the 'Big Yank' would pay a heavy price for his success.

From SPYSCAPE, the home of secrets. A Cup And Nuzzle production. Series producer: Joe Foley. Produced by Max Bower. Music by Nick Ryan. Audio recording of President Bill Clinton used courtesy of the William J. Clinton Presidential Library via Wikimedia Commons.